KEGG ENZYME: 3.1.1.88

KEGG

ENZYME: 3.1.1.88

Entry

EC 3.1.1.88                 Enzyme

Name

pyrethroid hydrolase;
pyrethroid-hydrolyzing carboxylesterase;
pyrethroid-hydrolysing esterase;
pyrethroid-hydrolyzing esterase;
pyrethroid-selective esterase;
pyrethroid-cleaving enzyme;
permethrinase;
PytH;
EstP

Class

Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases

Sysname

pyrethroid-ester hydrolase

Reaction(IUBMB)

trans-permethrin + H2O = (3-phenoxyphenyl)methanol + (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate [RN:R09724]

Reaction(KEGG)

Substrate

trans-permethrin [CPD:C19864];
H2O [CPD:C00001]

Product

(3-phenoxyphenyl)methanol [CPD:C19800];
(1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate [CPD:C19844]

Comment

The enzyme is involved in degradation of pyrethroid pesticides. The enzymes from Sphingobium sp., Klebsiella sp. and Aspergillus niger hydrolyse cis-permethrin at approximately equal rate to trans-permethrin [1-3]. The enzyme from mouse hydrolyses trans-permethrin at a rate about 22-fold higher than cis-permethrin [4].

History

EC 3.1.1.88 created 2011

Orthology

pyrethroid hydrolase

pyrethroid hydrolase

Genes

SEC:

SCH_171

SEW:	SeSA_B0022

MWI:	MNY66_05330

OU5_2666

FPL18_16305

MNJ:	LU290_00025

SWD:

Swoo_0499

LSD:	EMK97_03060

TUN:	J9260_04415

TSY:	THSYN_06070

HMD:	CTT34_13780

CHH28_10020

EBA:

ebA4602

LH19_28650

KV697_00150

EP837_01766

MBD:	MEBOL_006793

Reference

1 [PMID:19581484]

Authors

Wang BZ, Guo P, Hang BJ, Li L, He J, Li SP

Title

Cloning of a novel pyrethroid-hydrolyzing carboxylesterase gene from Sphingobium sp. strain JZ-1 and characterization of the gene product.

Journal

Appl Environ Microbiol 75:5496-500 (2009)
DOI:10.1128/AEM.01298-09

Sequence

Reference

2 [PMID:16448191]

Authors

Wu PC, Liu YH, Wang ZY, Zhang XY, Li H, Liang WQ, Luo N, Hu JM, Lu JQ, Luan TG, Cao LX

Title

Molecular cloning, purification, and biochemical characterization of a novel pyrethroid-hydrolyzing esterase from Klebsiella sp. strain ZD112.

Journal

J Agric Food Chem 54:836-42 (2006)
DOI:10.1021/jf052691u

Sequence

Reference

3 [PMID:16159167]

Authors

Liang WQ, Wang ZY, Li H, Wu PC, Hu JM, Luo N, Cao LX, Liu YH

Title

Purification and characterization of a novel pyrethroid hydrolase from Aspergillus niger ZD11.

Journal

J Agric Food Chem 53:7415-20 (2005)
DOI:10.1021/jf051460k

Reference

4 [PMID:15123619]

Authors

Stok JE, Huang H, Jones PD, Wheelock CE, Morisseau C, Hammock BD

Title

Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes.

Journal

J Biol Chem 279:29863-9 (2004)
DOI:10.1074/jbc.M403673200

Sequence

[mmu:102022 234673]

Reference

5 [PMID:8357241]

Authors

Maloney SE, Maule A, Smith AR

Title

Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus.

Journal

Appl Environ Microbiol 59:2007-13 (1993)
DOI:10.1128/AEM.59.7.2007-2013.1993

Reference

6

Authors

Guo, P., Wang, B., Hang, B., Li, L., Ali, W., He, J. and Li, S.

Title

Pyrethroid-degrading Sphingobium sp. JZ-2 and the purification and characterization of a novel pyrethroid hydrolase.

Journal

Int Biodeter Biodegrad 63:1107-1112 (2009)

Other DBs

ExplorEnz - The Enzyme Database:

IUBMB Enzyme Nomenclature:

ExPASy - ENZYME nomenclature database:

UM-BBD (Biocatalysis/Biodegradation Database):

BRENDA, the Enzyme Database:

DBGET integrated database retrieval system